After joining the country supergroup the Pearly Tailgates, Uncle Drank is back in Nashville. Suddenly, he meets a country singer named Rose A. Alldey (Chelcie Lynn). After hearing her perform, he proposes and they hit the road together on tour. However, when it turns out that Uncle Drank accidentally left his underaged boys at home without supervision, the FBI tracks him down and sends him back to Florida. Luckily, he writes his hit song “Third Wife’s a Charm” and gets back on tour… this time opening for the Grateful Dead.